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Synthesis of phosphorylated derivatives of isatin with sterically hindered phenol fragments
Authors:Sergey V. Bukharov  Yulia N. Oludina  Roza G. Tagasheva  Viktor V. Syakaev  Rashid Z. Musin
Affiliation:1. Kazan National Research Technological University, Kazan, Russia;2. A.E. Arbuzov Institute of Organic and Physical Chemistry of Kazan Scientific Center of Russian Academy of Sciences, Kazan, Russia
Abstract:The synthesis of N-[dimethoxyphosphoryl-(3,5-di-tert-butyl-4-hydroxyphenyl)] methylisatins has been performed by the addition of isatin and 5-butylisatin to the double bond of dimethyl-(3,5-di-tert-butyl-4-oxo-2,5-cyclohexadienylidene)methylphosphonate. Subsequent functionalization of the compounds synthesized with thiosemicarbazide hydrochloride, 3-(3′,5′-di-tert-butyl-4′-hydroxyphenyl)propionic acid hydrazide, and isonicotinic acid. Hydrazide gave isatin derivatives containing several pharmacophore fragments. Each of them has the ability to the increase the antioxidant and biological activities of these compounds.
Keywords:Isatin  phosphonate  sterically hindered phenol  antioxidants
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